Methanol → 3-(3-(Dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylic acid

HRID 59762ノート

反応式

HRID 59762 の反応式
[CH3:1][N:2]([CH3:24])[C:3]([C:5]1[CH:6]=[C:7]([S:11]([NH:14][C:15]2[CH:19]=[CH:18][S:17][C:16]=2[C:20]([O:22]C)=[O:21])(=[O:13])=[O:12])[CH:8]=[CH:9][CH:10]=1)=[O:4].CO.[OH-].[Na+]>Cl>[CH3:1][N:2]([CH3:24])[C:3]([C:5]1[CH:6]=[C:7]([S:11]([NH:14][C:15]2[CH:19]=[CH:18][S:17][C:16]=2[C:20]([OH:22])=[O:21])(=[O:13])=[O:12])[CH:8]=[CH:9][CH:10]=1)=[O:4]

参加物

5

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 86703867Methyl 3-(3-(dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylate

生成物 1

HCID 867038683-(3-(Dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylic acid収率 77.9%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

Methyl 3-(3-(dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylate (Int. 79, 200 mg, 0.543 mmol) was dissolved in MeOH (4 ml, 99 mmol). NaOH 1M (2 ml) was added, and the reaction was stirred at RT for 8 hours to achieve completion. The reaction mixture was diluted with HCl 1N and extracted with AcOEt. The organic phase was washed with HCl 1N and brine, dried over Na2SO4 and concentrated under vacuum to give 3-(3-(dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylic acid (Int. 80, 150 mg, 0.423 mmol).

後処理

  1. extractionextracted with AcOEt
  2. washThe organic phase was washed with HCl 1N and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-39255a2744ef4cf0bfbe7f6bc92d570b
出典データセット
uspto-grants-2016_09
特許番号
US09440954B2

反応ノート

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